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Protic cationic oligomeric ionic liquids of the urethane type

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Abstract

Protic oligomeric cationic ionic liquids of the oligo(ether urethane) type are synthesized via the reaction of an isocyanate prepolymer based on oligo(oxy ethylene)glycol with M = 1000 with hexamethylene-diisocyanate followed by blocking of the terminal isocyanate groups with the use of amine derivatives of imidazole, pyridine, and 3-methylpyridine and neutralization of heterocycles with ethanesulfonic acid and p-toluenesulfonic acid. The structures and properties of the synthesized oligomeric ionic liquids substantially depend on the structures of the ionic groups. They are amorphous at room temperature, but ethanesulfonate imidazolium and pyridinium oligomeric ionic liquids form a low melting crystalline phase. The proton conductivities of the oligomeric ionic liquids are determined by the type of cation in the temperature range 80–120°C under anhydrous conditions and vary within five orders of magnitude. The resulting compounds are thermally stable up to 200–270°C.

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Authors and Affiliations

  1. Institute of Macromolecular Chemistry, National Academy of Sciences of Ukraine, Khar’kovskoe sh. 48, Kiev, 02160, Ukraine

    V. V. Shevchenko, A. V. Stryutsky, N. S. Klymenko, M. A. Gumennaya, A. A. Fomenko & V. V. Davydenko

  2. Technical Center, National Academy of Sciences of Ukraine, Pokrovskaya ul. 13, Kiev, 04070, Ukraine

    V. V. Trachevsky

  3. Department of Materials Science and Engineering, Clemson University, Clemson, SC, 29634, USA

    V. N. Bliznyuk

  4. Department of Micro- and Nanotechnology, Technical University of Denmark, DK-2800, Kongens Lyngby, Denmark

    A. V. Dorokhin

Authors
  1. V. V. Shevchenko
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  2. A. V. Stryutsky
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  3. N. S. Klymenko
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  4. M. A. Gumennaya
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  5. A. A. Fomenko
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  6. V. V. Trachevsky
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  7. V. V. Davydenko
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  8. V. N. Bliznyuk
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  9. A. V. Dorokhin
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Corresponding author

Correspondence to V. V. Shevchenko.

Additional information

Original Russian Text © V.V. Shevchenko, A.V. Stryutsky, N.S. Klymenko, M.A. Gumennaya, A.A. Fomenko, V.V. Trachevsky, V.V. Davydenko, V.N. Bliznyuk, A.V. Dorokhin, 2014, published in Russian in Vysokomolekulyarnye Soedineniya, Ser. B, 2014, Vol. 56, No. 5, pp. 480–489.

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Shevchenko, V.V., Stryutsky, A.V., Klymenko, N.S. et al. Protic cationic oligomeric ionic liquids of the urethane type. Polym. Sci. Ser. B 56, 583–592 (2014). https://doi.org/10.1134/S156009041405011X

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  • DOI: https://doi.org/10.1134/S156009041405011X

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